Getting my ass fucked in a stranger’s hotel room [FM]

This is a continuation to my last story. ;)

Only two days had passed since [my first hookup with Joseph](https://www.reddit.com/r/gonewildstories/comments/m1h3gl/i_got_tied_up_in_a_strangers_hotel_room_fm/). His business trip in my city was coming to an end, so we made plans to have some more fun. He wanted to know what I had planned for us and whether I wanted to be tied up again. I told him he would just have to wait and find out what I had in store.

I showed up at his hotel room in the early evening. We asked each other about our days but didn’t dilly dally for too long before jumping onto the bed together. He lay down in his t-shirt and jeans and I climbed onto his lap. I straddled him, rocking my hips slowly. I was wearing a short floral dress and no panties. I looked into his eyes while grinding my bare pussy against him and could feel his cock become stiff beneath the dark blue denim.

I kinda forgot that my wife is now a sub but some spanking quickly reminded me. [MF] (married, non-fiction)

The wife is home during the day with the kids as well as some neighbor kids she watches. As I often work long hours, we’re usually pretty tired in the evenings. We’ll make some hints and faces at each other indicating we’re both excited for when the kids get to bed so we can have a little fun but sometimes we just don’t have the energy to make it happen once we finally finish our day.

This night started no different. She was at the counter getting dinner ready for the savages when I got home. I wrapped my arms around her from behind and pulled her tight against me. As she melted into me for a moment, I could hear a soft murmer of hummed moan as I kissed her neck.

I whispered “I have plans for you later.”

BUYING MY STEP-SISTER, Pt.1

(hello to all! this is my own personal fave here, I REALLY enjoyed writing this! Please read and enjoy, and if you don’t mind, please tell me if I should continue with these two, and where you think it should go! Always interested in constructive criticism!)

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(Ashlynn decides to try escorting, and finds her new customer is someone completely unexpected!)

1

Mom died when David &I were very young, and Dad had basically raised me & my brother by himself. A few years ago though, with my younger brother & I busy in our careers, Dad remarried. I personally like the new wife, Gina. She wasn’t a gold digger, and was very caring and sweet to my Dad. But I have to admit, what impressed me more was my new ‘step-sister,’ Ashlynn Luker.

5ft. /160cm at her tallest, with dirty-blonde, perfectly straight hair below her shoulders and a petite frame, weighing maybe 100-103lbs/45-46kg, Ashlynn’s mom Gina was Asian, & some of those looks had transferred over, especially in the shape of the eyes and the petite body.

BUYING MY STEP-SISTER, Pt.4

(Ashlynn accepts her step-brother as not only her lover, but also as her primary ‘John’. I am ok with it too)

4

At Dad’s I hung out with Dad & my brother David at the grill. I saw Ashlynn arrive, but we both kept our distance. At dinner, Gina mentioned that she was happy that Ashlynn was getting additional call in work and some ‘bonuses.’ Ashlynn just shrugged, but she did give me that ‘lingering eye’ for a moment, and I understood. In-fact it made me smirk.

I was helping David put some things in his car before he left. As we were carrying it out, he asked, “Hey Big-Bro, why no arm candy? Thought a successful lawyer like you would be ‘pulling it’ and have someone for Gina to meet, and Dad & I to drool over.”

“Sorry to disappoint you, but being a lawyer isn’t all courtrooms, suits, and blondes you know.” I replied, and then added, “From what I hear, you’ve had something going with some chick on your street, or was it your neighbor?”

BUYING MY STEP-SISTER, Pt.6

(Ashlynn lets me go where few have gone before. Someone else enters the picture?)

6

It was tough not to thrust my hips some more and dump my goo in Ashlynn Luker, one of the damn-sexiest pieces of ass I’d ever had, and the fact I was paying for that ass made it somehow even MORE erotic, step-sister be damned!

Ashlynn was not dumb. She knew the deal, knew what was expected, and was OK with it. Ashlyn Luker had long ago decided that it was part of being bought, but even more so she felt safe to do this. As long as Johnathan Roberts (me!) went slow, she felt like it would go OK.

“Ok sweet, I’m going to go slow here,” I said. I slid the ‘mighty mushroom’ down, between those cheeks, and feeling it nudge against that anal ring, I applied just a bit of pressure.

“Oh-Oooooh..” Ashlynn said. Her ass was straight up, but she was bent over, and looking back at me. She nodded encouragingly

With my left hand, I held her left ass cheek, and pulled out just a bit, while the right hand was palm down at the bottom of her spine. Steady but slow, I pushed, and felt her anal ring give.

BUYING MY STEP-SISTER, Pt.8

(Fun with Clara is certainly a different kind of fun, but with her here, I intended to make the most of it.)

8

As any gentleman would, I held the car door for Clara Dandra. Clara stood an easy 5ft. 9/175cm if not a bit more. She was partly Italian or less possibly Hispanic, with that olive skin, & also more voluptuous, being about 125 pounds/57kg I guess. Clara had much larger breasts, and a more rounded face framed by short black hair. Clara’s ass was even larger than Ashlynn’s.

This late afternoon, Clara was dressed in a very short denim skirt, with a tight sleeveless top. She was wearing a bra (likely a skimpy set in satin, because I told her I wanted her that way), and it’s lines were distinctly shown by the tight top

Once in, I shut the door, and handed Clara that traditional envelope, and asked “Why are you here, Clara?”

“I thought-“ she tried to reply.

“You didn’t THINK, you acted Clara. Now tell me WHY.”

Clara remained silent for a log moment, looking at the floor. She traced her foot in a circle and meekly said “I…I…”

BUYING MY STEP-SISTER, Pt.9

(Clara continues to show her worth; Both girls get an offer…but can they refuse?)

9

When I returned the lotion to the night stand, I was careful to flip the switch on my other two test cameras at the head board and the footboard. They had about 45 minutes run time, and that should be plenty. “Now Sweet,” I told her, “If you like this cock like you claim, I want you to get it hard, then I want you to ride me, starting reverse cowgirl, ok?”

Being her ever submissive self, Clara said “Oh Yes Sir!” and sliding down a bit as I relaxed, she enthusiastically bent to her task, giving my dick some solid hand-job attention, adding in some first-class tongue action on its mushroom head, complete with wonderful slurpy-noises.

Different positions are like different moods and different women. With Clara I mostly enjoyed really dominating her, and that meant being on top. But I had to say, this pretty lady on top of me, working those hips while she faced away was quite nice. The icing on this cake was that I could still top her from underneath.

BUYING MY STEP-SISTER, Pt. 11/CONCLUSION

(Well Johnathan & Ashlynn’s time together come to an end…or does it? Please give me your thoughts, as I have considered continuing this!)

11

As always, the realities of that damn thing we call life got in the way over the next week and some. Soon enough though I found myself back at Dad’s place. To her credit, Ashlynn played it very cool, just being totally cordial in front of Dad & Gina. Actually my dick & my wallet both needed a break, so I just played it off as well, and enjoyed some time on the beach with the fam., hanging at the pool, and taking turns prepping dinner, the usual family stuff.

Ashlynn and the baby were heading off to school in just a few days, and as with all things, this season appeared to be ending. It so happened that the “baby” wanted to sleep with Dad & Gina, so they decided to catch a movie in their room. I was about to head off to mine when Ashlynn asked me to carry a box of down to her room, to stage with her other stuff, and of course I agreed.

BUYING MY STEP-SISTER, BONUS Pt. 12A

Pt.A

(Ok so due to positive reactions here, the saga for these two continues. Had to split the darn thing into two parts – Enjoy!)

The flight with it’s connector really wasn’t too bad, and the drive thru the greenery of Upstate Carolina (once off the Interstate) was relaxing. But the entire process of flight these days is such aggravation, that I was feeling “about half past dead” when I finally pulled into the Hilton, but I have to say, I had reason to feel better when I walked into the lobby, as I was surprised to find Ms. Ashlynn Luker waiting for me, smile on her face!

It had been a few months since my step-sister, Ashlynn had left for school. I was nearby on business, and while I had intended to contact her via the app, seeing her waiting for me was a pleasant sight indeed. Standing 5ft/153cm tall, straight dirt-blonde hair and baby-blues intact, Ashlynn had maybe gained a few pounds, JUST enough to enhance those curves. “Well-Well…aren’t you a pleasant surprise” I said, wolf-smile intact.

“Well….Mom told me you were intown, and I guessed you’d be here. I mean, I don’t see you as the Red-Roof-Inn-type”

Skinny-dipping after a hike in the mountains [MF] [oral]

One August a few years ago I attended a week long work related gathering in the mountains in California. A very nice resort type area on a mountain “highway” that was near a beautiful lake, but otherwise in the middle of nowhere. A good place for hiking really, especially further up into the mountains where you’re really isolated. I planned on staying a few extra days to do that, as did a bunch of other people there.

The night before I had a day off I was talking about a bunch of people about my potential hikes. We settled on a particular hike that was up at the top of the mountain pass and about five miles each way. The destination was either a small lake, or one of the smaller peaks a bit further if we were feeling ambitions. It was really, really hot where we were staying so there was discussion of swimming in the lake. Is it going to be much cooler that high up and how cold will the water be? It seems ridiculous to bring a bathing suit, right? One of the women there jokes that we should just go skinny dipping if it’s nice, that way your clothes or underwear aren’t soaking wet on the hike back out. I look around at the men and women sitting around the table, mostly in pretty good shape and who I wouldn’t mind seeing naked. Wouldn’t be the first time I’ve done that on a remote hike I add.